Phosphonic acid, [[5-(3-fluorophenyl)-2-pyridinyl]Methyl]-, diethyl ester

Preparation of [5-(3-Fluoro-phenyl)-pyridin-2-ylmethyl]-phosphonic acid diethyl ester; To a reaction vessel was charged (100 g, 0.29 mol) of phosphonate compound 139 (where RTo a reaction vessel was charged sodium carbonate (8 g; 75.5 mmol), 30 ml of water and stirred until dissolved. To this solution were added 3-fluorophenylboronic acid (6 g; 42.9 mmol) and 5percent Pd/ C 50percent wet (0.5 g). The toluene solution of Compound 38 from above was then added and the mixture was heated to 75 To a 10 L three-necked round bottomed flask equipped with an agitator, thermometer and a nitrogen inlet tube, was added 20Og ofCompound 8 (1.07 mol, from Synergetica, Philadelphia, Pennsylvania). THF (1000 mL) was added to dissolve Compound 8. After the solution was cooled to -80 Under the protection of nitrogen, for 2L three mouth flask5-(3-fluorophenyl)-2-chloromethylpyridine 133.0g (0.6mol), triethyl phosphite 414 ml (2.4mol), stirring, the temperature is increased to 145 °C, and 145 °C maintain reaction 3h. The temperature is reduced to the reaction liquid 0-5°C, dropwise 6NHCl-EA solution 360 ml, after the dipping and then dropwise 850 ml heptane, after dipping 0-5 °C maintain 1 hour, filtering, the filter cake is washed with heptane (150 ml × 2) after washing two times, for 40 °C reduced-pressure drying, to obtain the solid 194.9g, yield: 90.3percent.

Molecular Weight:323.30
XLogP3:2.4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:323.10865863
Monoisotopic Mass:323.10865863
Topological Polar Surface Area:48.4
Heavy Atom Count:22
Complexity:372
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes